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Hollywood's Dirty Ol' Men

6/25/2008 2:11 PM PDT BY TMZ STAFF

Cougars aren't the only ones going after the youngins in Hollywood -- these old dogs are biting off as much as they can chew, too!
dirty old men -- click to launch

31 COMMENTS

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1.

FlBiker    

Hef has no idea where he is, cute.

2280 days ago
2.

justpictures.net.tc    

Who could imagine that Hef has a dirty mind O.O

2280 days ago
3.

stephanie    

NIIIIICE!!

2280 days ago
4.

angel46    

Just looked at all of these pics and Hugh Hefner may be the oldest, but he looks better than ALL of them.

2280 days ago
5.

I'd do both    

The girl on the right side of the old geezer is fine. I'd plant my seed in her anytime.

2280 days ago
6.

Kelli    

Hef slept with his brother and his wife. These girls don't do it for him. puke...

2280 days ago
7.

herbert mullin    


there are two common
denominators in the world;

you begin by sporting it in the front of the
pants when wearing a younger man's clothes;

then it rotates and becomes much bigger,
as it migrates and settles in the rear wallet.

2280 days ago
8.

kim    

Its amazing how many girls out there have no self esteem and are selling their fake bodies for fame and money. So embarrassed for them all!

2280 days ago
9.

Kay    

The idea of this shrivelled geezer having sex with anything but his hand makes me sick.

2280 days ago
10.

OJ    

Hef.....our spiritual leader

2280 days ago
11.

Bryan Wynn    

I both hate and love Hugh at the same time.

So envious.

2280 days ago
12.

Mik    

5 Boobs!

2280 days ago
13.

Black Teef    

"JELLO! NOW!!"

2280 days ago
14.

orchidgirl    


Kelli ( #6) , just a tiny correction :
Hef had a FOURSOME with his brother, his brother's wife and his own wife.

2280 days ago
15.

whoosh    

to chew something, you have to have teeth.

2280 days ago
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